1-{(E)-[3-(1H-Imidazol-1-yl)-1-phenylpropylidene]amino}-3-(2-methylphenyl)urea

In the title compound, C20H21N5O, the conformation about the imine bond [1.289 (3) Å] is E. Overall, the molecule is disk-shaped with the imidazole ring located above the remainder of the molecule and with the dihedral angles of 10.97 (15) and 1...

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Main Authors: Mohamed I. Attia, Mohamed N. Aboul-Enein, Nasser R. El-Brollosy, Seik Weng Ng, Edward R. T. Tiekink
Format: Article
Language:English
Published: International Union of Crystallography 2012-06-01
Series:Acta Crystallographica Section E
Online Access:http://scripts.iucr.org/cgi-bin/paper?S1600536812022659
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author Mohamed I. Attia
Mohamed N. Aboul-Enein
Nasser R. El-Brollosy
Seik Weng Ng
Edward R. T. Tiekink
author_facet Mohamed I. Attia
Mohamed N. Aboul-Enein
Nasser R. El-Brollosy
Seik Weng Ng
Edward R. T. Tiekink
author_sort Mohamed I. Attia
collection DOAJ
description In the title compound, C20H21N5O, the conformation about the imine bond [1.289 (3) Å] is E. Overall, the molecule is disk-shaped with the imidazole ring located above the remainder of the molecule and with the dihedral angles of 10.97 (15) and 12.11 (15)°, respectively, between the imidazole ring and the phenyl and methylbenzene rings; the dihedral angle between the aromatic rings is 8.17 (14)°. Within the urea unit, the N—H atoms are anti to each other and one of the N—H atoms forms an intramolecular N—H...N hydrogen bond. Helical supramolecular chains along [001] are formed via N—H...N(imidazole) hydrogen bonds in the crystal structure. These are connected into a three-dimensional architecture by C—H...O(carbonyl) and C—H...π interactions.
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spelling doaj.art-bff2d534485848b8a946c71a69abc58f2022-12-22T04:13:55ZengInternational Union of CrystallographyActa Crystallographica Section E1600-53682012-06-01686o1848o184910.1107/S16005368120226591-{(E)-[3-(1H-Imidazol-1-yl)-1-phenylpropylidene]amino}-3-(2-methylphenyl)ureaMohamed I. AttiaMohamed N. Aboul-EneinNasser R. El-BrollosySeik Weng NgEdward R. T. TiekinkIn the title compound, C20H21N5O, the conformation about the imine bond [1.289 (3) Å] is E. Overall, the molecule is disk-shaped with the imidazole ring located above the remainder of the molecule and with the dihedral angles of 10.97 (15) and 12.11 (15)°, respectively, between the imidazole ring and the phenyl and methylbenzene rings; the dihedral angle between the aromatic rings is 8.17 (14)°. Within the urea unit, the N—H atoms are anti to each other and one of the N—H atoms forms an intramolecular N—H...N hydrogen bond. Helical supramolecular chains along [001] are formed via N—H...N(imidazole) hydrogen bonds in the crystal structure. These are connected into a three-dimensional architecture by C—H...O(carbonyl) and C—H...π interactions.http://scripts.iucr.org/cgi-bin/paper?S1600536812022659
spellingShingle Mohamed I. Attia
Mohamed N. Aboul-Enein
Nasser R. El-Brollosy
Seik Weng Ng
Edward R. T. Tiekink
1-{(E)-[3-(1H-Imidazol-1-yl)-1-phenylpropylidene]amino}-3-(2-methylphenyl)urea
Acta Crystallographica Section E
title 1-{(E)-[3-(1H-Imidazol-1-yl)-1-phenylpropylidene]amino}-3-(2-methylphenyl)urea
title_full 1-{(E)-[3-(1H-Imidazol-1-yl)-1-phenylpropylidene]amino}-3-(2-methylphenyl)urea
title_fullStr 1-{(E)-[3-(1H-Imidazol-1-yl)-1-phenylpropylidene]amino}-3-(2-methylphenyl)urea
title_full_unstemmed 1-{(E)-[3-(1H-Imidazol-1-yl)-1-phenylpropylidene]amino}-3-(2-methylphenyl)urea
title_short 1-{(E)-[3-(1H-Imidazol-1-yl)-1-phenylpropylidene]amino}-3-(2-methylphenyl)urea
title_sort 1 e 3 1h imidazol 1 yl 1 phenylpropylidene amino 3 2 methylphenyl urea
url http://scripts.iucr.org/cgi-bin/paper?S1600536812022659
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